Similar to the concept of paratroopers designed by the military to be dropped behind enemy lines, knowing that they will fight harder when they have no option to retreat, paratrooping is when you go to a bar in another city intentionally not having a place to stay that night, because you will work harder if you have no choice but to go home with a girl.

"I really wanted to trade up to a hotter girl, but I had to take the sure thing because I was paratrooping"